Natural Product: ENC000846

NPs Basic Information

Download MOL File
Name
Citronellyl anthranilate
Molecular Formula C17H25NO2
IUPAC Name*
3,7-dimethyloct-6-enyl 2-aminobenzoate
SMILES
CC(CCC=C(C)C)CCOC(=O)C1=CC=CC=C1N
InChI
InChI=1S/C17H25NO2/c1-13(2)7-6-8-14(3)11-12-20-17(19)15-9-4-5-10-16(15)18/h4-5,7,9-10,14H,6,8,11-12,18H2,1-3H3
InChIKey
LSJVFMHIFWWGDY-UHFFFAOYSA-N
Synonyms
Citronellyl anthranilate; 3,7-Dimethyloct-6-enyl 2-aminobenzoate; 68555-57-7; 6-Octen-1-ol, 3,7-dimethyl-, 2-aminobenzoate; 6-Octen-1-ol, 3,7-dimethyl-, 1-(2-aminobenzoate); 3,7-Dimethyl-6-octen-1-ol-2-aminobenzoate; 151MU54E8I; UNII-151MU54E8I; 3,7-dimethyloct-6-en-1-yl 2-aminobenzoate; EINECS 271-433-2; CITRONELLYLANTHRANILATE; SCHEMBL2419517; FEMA NO. 4086; DTXSID40867674; CHEBI:172321; CITRONELLYL ANTHRANILATE [FHFI]; 3,7-Dimethyl-6-octenyl 2-aminobenzoate #; 2-Aminobenzoic acid 3,7-dimethyl-6-octenyl ester; Q27251666
CAS 68555-57-7
PubChem CID 109467
ChEMBL ID NA
*Note: the IUPAC Name was collected from PubChem.
Chemical Classification:
  • Kingdom: Organic compounds
    • Superclass: Lipids and lipid-like mol
      • Class: Prenol lipids
        • Subclass: Monoterpenoids
          • Direct Parent: Aromatic monoterpenoids

ClassyFire Version 1.0
PMID:27867422

NPs Species Source

Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference
Endophyte ID Endophyte Name Family Genus Taxonomy ID GenBank ID Closest GenBank ID Reference

NPs Content

*Note: The vaules in Content Percentage are calculated by dividing the content value by the maximum content value in NP Content.
**Note: The units with different NP content, due to their incomparable values, are separated into different tables.

NPs Biological Activity

Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name
Bioactivity Name Target ID Target Name Target Type Target Organism Target Organism ID Potency of Bioactivity Activity Type Value Unit Endophyte ID Endophyte Name

NPs Physi-Chem Properties

Molecular Weight: 275.4 ALogp: 5.9
HBD: 1 HBA: 3
Rotatable Bonds: 8 Lipinski's rule of five: Accepted
Polar Surface Area: 52.3 Aromatic Rings: 1
Heavy Atoms: 20 QED Weighted: 0.443

NPs ADMET Properties*

ADMET: Absorption

Caco-2 Permeability: -4.439 MDCK Permeability: 0.00002620
Pgp-inhibitor: 0.016 Pgp-substrate: 0.008
Human Intestinal Absorption (HIA): 0.002 20% Bioavailability (F20%): 0.084
30% Bioavailability (F30%): 0.095

ADMET: Distribution

Blood-Brain-Barrier Penetration (BBB): 0.385 Plasma Protein Binding (PPB): 96.87%
Volume Distribution (VD): 2.359 Fu: 3.51%

ADMET: Metabolism

CYP1A2-inhibitor: 0.964 CYP1A2-substrate: 0.297
CYP2C19-inhibitor: 0.943 CYP2C19-substrate: 0.27
CYP2C9-inhibitor: 0.853 CYP2C9-substrate: 0.565
CYP2D6-inhibitor: 0.581 CYP2D6-substrate: 0.511
CYP3A4-inhibitor: 0.768 CYP3A4-substrate: 0.16

ADMET: Excretion

Clearance (CL): 12.941 Half-life (T1/2): 0.075

ADMET: Toxicity

hERG Blockers: 0.044 Human Hepatotoxicity (H-HT): 0.213
Drug-inuced Liver Injury (DILI): 0.132 AMES Toxicity: 0.01
Rat Oral Acute Toxicity: 0.012 Maximum Recommended Daily Dose: 0.035
Skin Sensitization: 0.879 Carcinogencity: 0.195
Eye Corrosion: 0.028 Eye Irritation: 0.979
Respiratory Toxicity: 0.505
*Note: the ADMET properties was calculated by ADMETlab 2.0. Reference: PMID: 33893803.

Similar Compounds*

Compounds similar to EMNPD with top10 similarity:

Similar NPs Similar Drugs
NPs ID NPs 2D Structure Similarity Score TTD ID Drug 2D Structure Similarity Score
ENC000319 0.533 D07NAJ 0.316
ENC000160 0.492 D0TZ1G 0.308
ENC001800 0.488 D0GY5Z 0.304
ENC000229 0.452 D0N6CR 0.299
ENC000303 0.441 D06LYG 0.286
ENC000586 0.429 D0M1PQ 0.286
ENC000302 0.408 D0Q7ZG 0.284
ENC000176 0.403 D0B7OD 0.280
ENC000300 0.400 D02YPG 0.277
ENC000311 0.400 D0FN7J 0.275
*Note: the compound similarity was calculated by RDKIT.